Spring & Summer Rentals

Did you know that 75% of travelers book their spring and summer travel at least 3 months in advance? Unlock exceptional resort deals for your upcoming seasonal getaways before they sell out. Whether you're planning a family vacation, a couple's trip, or a solo adventure, these deals offer the best opportunities to elevate your next travel experience.

Marriott's Monarch at Sea Pines

Hilton Head Island, South Carolina
  • May 31 – Jun 7, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $3,750 ($536/night)
Voted Top Pick 2024

Marriott's Grande Ocean

Hilton Head Island, South Carolina
  • May 31 – Jun 7, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $3,795 ($542/night)
Verified & Protected

Marriott's Monarch at Sea Pines

Hilton Head Island, South Carolina
  • May 31 – Jun 7, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $3,240 ($421/night)
Verified & Protected

Marriott's SurfWatch

Hilton Head Island, South Carolina
  • May 31 – Jun 7, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $4,380 ($571/night)
Voted Top Pick 2024

Marriott's Grande Ocean

Hilton Head Island, South Carolina
  • May 31 – Jun 7, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $4,200 ($600/night)
Verified & Protected Voted Top Pick 2024

Marriott's Grande Ocean

Hilton Head Island, South Carolina
  • May 31 – Jun 7, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $4,385 ($571/night)
Verified & Protected

Marriott's Monarch at Sea Pines

Hilton Head Island, South Carolina
  • May 31 – Jun 7, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $4,603 ($600/night)
Verified & Protected

Marriott's Monarch at Sea Pines

Hilton Head Island, South Carolina
  • May 31 – Jun 7, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $3,077 ($400/night)
Voted Top Pick 2024

Marriott's Grande Ocean

Hilton Head Island, South Carolina
  • May 31 – Jun 7, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $4,000 ($571/night)
Verified & Protected

Ocean Oak Resort by Hilton Grand Vacations

Hilton Head Island, South Carolina
  • May 31 – Jun 7, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $3,840 ($500/night)
Voted Top Pick 2024

Marriott's Grande Ocean

Hilton Head Island, South Carolina
  • May 31 – Jun 7, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $3,875 ($554/night)
Voted Top Pick 2024

Marriott's Grande Ocean

Hilton Head Island, South Carolina
  • May 31 – Jun 7, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $3,400 ($486/night)
Verified & Protected Voted Top Pick 2024

Marriott's Grande Ocean

Hilton Head Island, South Carolina
  • Jun 1–8, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $4,380 ($571/night)
Verified & Protected

Marriott's Harbour Point and Sunset Pointe at Shelter Cove

Hilton Head Island, South Carolina
  • Jun 1–6, 2025 (5 nights)
  • 2 bed/2 bath, sleeps 6
  • $1,385 ($250/night)
Verified & Protected Voted Top Pick 2024

Marriott's Grande Ocean

Hilton Head Island, South Carolina
  • Jun 1–8, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $4,925 ($642/night)
Verified & Protected

Marriott's SurfWatch

Hilton Head Island, South Carolina
  • Jun 1–8, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $3,840 ($500/night)
Verified & Protected Voted Top Pick 2024

Marriott's Grande Ocean

Hilton Head Island, South Carolina
  • Jun 1–7, 2025 (6 nights)
  • 2 bed/2 bath, sleeps 8
  • $4,930 ($750/night)
Verified & Protected

Marriott's SurfWatch

Hilton Head Island, South Carolina
  • Jun 1–6, 2025 (5 nights)
  • 2 bed/2 bath, sleeps 8
  • $3,295 ($600/night)
Verified & Protected

Marriott's SurfWatch

Hilton Head Island, South Carolina
  • Jun 1–6, 2025 (5 nights)
  • 2 bed/2 bath, sleeps 8
  • $3,295 ($600/night)
Verified & Protected

Marriott's SurfWatch

Hilton Head Island, South Carolina
  • Jun 1–8, 2025 (7 nights)
  • 3 bed/3 bath, sleeps 12
  • $5,366 ($700/night)
Voted Top Pick 2024

Marriott's Grande Ocean

Hilton Head Island, South Carolina
  • Jun 1–8, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $3,890 ($556/night)
Verified & Protected

Marriott's Harbour Point and Sunset Pointe at Shelter Cove

Hilton Head Island, South Carolina
  • Jun 1–8, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $3,186 ($414/night)
Verified & Protected

Marriott's Monarch at Sea Pines

Hilton Head Island, South Carolina
  • Jun 1–6, 2025 (5 nights)
  • 2 bed/2 bath, sleeps 6
  • $2,205 ($400/night)
Verified & Protected Voted Top Pick 2024

Marriott's Grande Ocean

Hilton Head Island, South Carolina
  • Jun 1–8, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $5,475 ($714/night)
Verified & Protected Voted Top Pick 2024

Marriott's Grande Ocean

Hilton Head Island, South Carolina
  • Jun 1–8, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $6,015 ($785/night)
Verified & Protected

Marriott's Harbour Point and Sunset Pointe at Shelter Cove

Hilton Head Island, South Carolina
  • Jun 2–7, 2025 (5 nights)
  • 2 bed/2 bath, sleeps 6
  • $2,205 ($400/night)
Verified & Protected Voted Top Pick 2024

Marriott's Barony Beach Club

Hilton Head Island, South Carolina
  • Jun 2–8, 2025 (6 nights)
  • 2 bed/2 bath, sleeps 8
  • $4,058 ($617/night)
Verified & Protected Voted Top Pick 2024

Marriott's Barony Beach Club

Hilton Head Island, South Carolina
  • Jun 4–9, 2025 (5 nights)
  • 2 bed/2 bath, sleeps 8
  • $2,750 ($500/night)
Voted Top Pick 2024

Marriott's Grande Ocean

Hilton Head Island, South Carolina
  • Jun 6–13, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $4,250 ($607/night)
Verified & Protected Voted Top Pick 2024

Marriott's Grande Ocean

Hilton Head Island, South Carolina
  • Jun 6–13, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $4,167 ($543/night)
Verified & Protected

Marriott's SurfWatch

Hilton Head Island, South Carolina
  • Jun 6–13, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $3,184 ($414/night)
Verified & Protected

Marriott's Heritage Club

Hilton Head Island, South Carolina
  • Jun 6–11, 2025 (5 nights)
  • 2 bed/2 bath, sleeps 8
  • $2,749 ($500/night)
Verified & Protected

Marriott's SurfWatch

Hilton Head Island, South Carolina
  • Jun 6–13, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $3,186 ($414/night)
Verified & Protected

Marriott's Monarch at Sea Pines

Hilton Head Island, South Carolina
  • Jun 7–14, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $3,676 ($479/night)
Verified & Protected

Marriott's Monarch at Sea Pines

Hilton Head Island, South Carolina
  • Jun 7–14, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $3,649 ($475/night)
Verified & Protected

Marriott's Monarch at Sea Pines

Hilton Head Island, South Carolina
  • Jun 7–14, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $3,512 ($457/night)
Voted Top Pick 2024

Marriott's Grande Ocean

Hilton Head Island, South Carolina
  • Jun 7–14, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $3,900 ($557/night)
Verified & Protected Voted Top Pick 2024

Marriott's Grande Ocean

Hilton Head Island, South Carolina
  • Jun 7–14, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $4,930 ($643/night)
Voted Top Pick 2024

Marriott's Grande Ocean

Hilton Head Island, South Carolina
  • Jun 7–14, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $3,300 ($471/night)
Voted Top Pick 2024

Marriott's Grande Ocean

Hilton Head Island, South Carolina
  • Jun 7–14, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $3,795 ($542/night)
Verified & Protected Voted Top Pick 2024

Marriott's Grande Ocean

Hilton Head Island, South Carolina
  • Jun 7–14, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $4,330 ($564/night)
Verified & Protected

Marriott's SurfWatch

Hilton Head Island, South Carolina
  • Jun 7–13, 2025 (6 nights)
  • 2 bed/2 bath, sleeps 8
  • $3,513 ($533/night)
Verified & Protected Voted Top Pick 2024

Marriott's Grande Ocean

Hilton Head Island, South Carolina
  • Jun 7–14, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $4,440 ($579/night)
Verified & Protected

Marriott's SurfWatch

Hilton Head Island, South Carolina
  • Jun 7–14, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $3,949 ($514/night)
Verified & Protected

Marriott's SurfWatch

Hilton Head Island, South Carolina
  • Jun 7–14, 2025 (7 nights)
  • 3 bed/3 bath, sleeps 12
  • $4,930 ($643/night)
Verified & Protected Voted Top Pick 2024

Marriott's Grande Ocean

Hilton Head Island, South Carolina
  • Jun 8–13, 2025 (5 nights)
  • 2 bed/2 bath, sleeps 8
  • $3,126 ($569/night)
Verified & Protected

Marriott's SurfWatch

Hilton Head Island, South Carolina
  • Jun 8–15, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $3,840 ($500/night)
Verified & Protected

Marriott's Harbour Club at Harbour Town

Hilton Head Island, South Carolina
  • Jun 8–15, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 8
  • $3,294 ($428/night)